When NFL legend Drew Bledsoe retired from football to open his own winery, he took a lot of lessons from the field to the vineyard, such as the importance of keeping a great team around him and knowing when he should ask for more help.

Matthew Freitag’s family adopted a puppy while he was at college, a yellow Lab they named Bentley. Everyone agreed it was an appropriate fit: Matt ’16 (above) is one of five in his extended clan to attend the university.

When Facebook acquires a company like Instagram or WhatsApp, the fit of technology seems natural. Not so in 2014, when the social media colossus bought Oculus VR and its virtual reality headset, the Oculus Rift.